{"Abbreviation":"NMT","Aliases":["N-Methyltryptamine","3-(2-Methylaminoethyl)indole","2-(1H-Indol-3-yl)-N-methylethanamine","Dipterine","N-Monomethyltryptamine","Methyltryptamine","N-omega-methyltryptamine","3-(2-(Methylamino)ethyl)indole","N-Methylindoleethylamine","N.omega.-methyltryptamine"],"CAS":"61-49-4","ChEBI":"CHEBI:28136","ChEMBL":"CHEMBL348588","ChemicalClasses":["tryptamine"],"Chirality":"achiral","Classes":["Psychedelic"],"DrugClasses":[],"EINECS":"200-507-9","Erowid Experience Reports":[],"European Community (EC) Number":"200-507-9","FullSalts":["Monomethyltryptamine hydrochloride","Monomethyltryptamine hydrobromide"],"HMDB ID":"HMDB0004370","HeavyAtomCount":13,"IUPACName":"2-(1H-indol-3-yl)-N-methylethanamine","InChI":"InChI=1S/C11H14N2/c1-12-7-6-9-8-13-11-5-3-2-4-10(9)11/h2-5,8,12-13H,6-7H2,1H3","InChIKey":"NCIKQJBVUNUXLW-UHFFFAOYSA-N","Melting Point":"87 - 89 °C","MolecularFormula":"C\u003csub\u003e11\u003c/sub\u003eH\u003csub\u003e14\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"174.24 g/mol","Physical Description":"Solid","PrevSalts":["hydrochloride","hydrobromide"],"PubChemId":6088,"Record Description":["N-methyltryptamine is a tryptamine alkaloid and a member of tryptamines. It has a role as a metabolite. It is functionally related to a tryptamine. It is a conjugate base of a N-methyltryptaminium.","N-Methyltryptamine has been reported in Acacia confusa, Mimosa somnians, and other organisms with data available.","N-methyltryptamine is a tryptamine alkaloid and a member of tryptamines. It has a role as a metabolite. It is functionally related to a tryptamine. It is a conjugate base of a N-methyltryptaminium.","Wikipedia|TiHKAL|Tryptamines"],"RefCount":3,"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/N-Methyltryptamine","Name":"Monomethyltryptamine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q308875","Name":"Monomethyltryptamine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/6088","Name":"Monomethyltryptamine","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL348588","Name":"Monomethyltryptamine","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:28136","Name":"Monomethyltryptamine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=61-49-4","Name":"Monomethyltryptamine","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0004370","Name":"Monomethyltryptamine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C06213","Name":"Monomethyltryptamine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/6FRL4L3Z7V","Name":"Monomethyltryptamine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID70209846","Name":"Monomethyltryptamine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 6088, Monomethyltryptamine. Accessed June 26, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/6088\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/6088\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Monomethyltryptamine. UNII: 6FRL4L3Z7V. Global Substance Registration System. Accessed June 26, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/6FRL4L3Z7V\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/6FRL4L3Z7V\u003c/a\u003e"],"SMILES":"CNCCC1=CNC2=CC=CC=C21","Salts":["hydrochloride","hydrobromide"],"SaltsAcidCount":[1,1],"SaltsAmineCount":[1,1],"SaltsUNII":["F71K9029PG","582WAN4YX7"],"Scheduling":[{"gov":"United States","ref":[],"schedule":"List of Schedule I drugs|Schedule I (isomer of AMT) substance"}],"Solubility":"\u003e26.1 [ug/mL] (The mean of the results at pH 7.4)","StoreUNII":["6FRL4L3Z7V"],"StructureBase64":"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Effects":null,"Title":"Monomethyltryptamine","UNII":"6FRL4L3Z7V","Wikidata":"Q308875","Wikipedia":"N-Methyltryptamine","XLogP":2.1}